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Math is very simple - for one flight with normal plane you need 17 fuel and 38 passengers. If you have 12 turboprops and you plan to use them all, you need (96) per destination 3648 passengers (912 per map) and 1632 fuel (408 per map). With 1 map without maps prolongation - 3 hour, with vintage weathervane you can do 2 rounds (24 flights) - so you will need 4 maps of each - you can do 2 maps per 1 weathervane so you'll need 10 in total for all 5 destinations.

And of course equivalent of landing lamps for all 5 destinations.

Other issue is 6 spaceports - drops are very seldom and with few bonuses active you can get around 3 spaceport with 92 flights - luck is playing it's part on this as there is always one item that is not dropping on same frequency.